1,2:5,6-di-O-isopropylidene-3-O-(3,5-di-O-benzoyl-2-deoxy-α-D-ribofuranosyl)-α-D-glucofuranoside

Base Information

Chemical Name:1,2:5,6-di-O-isopropylidene-3-O-(3,5-di-O-benzoyl-2-deoxy-α-D-ribofuranosyl)-α-D-glucofuranoside
CAS No.:140186-58-9
Molecular Formula:C₃₁H₃₆O₁₁
Molecular Weight:584.62
Hs Code.:

Synonyms:1,2:5,6-di-O-isopropylidene-3-O-(3,5-di-O-benzoyl-2-deoxy-α-D-ribofuranosyl)-α-D-glucofuranoside

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Chemical Property of 1,2:5,6-di-O-isopropylidene-3-O-(3,5-di-O-benzoyl-2-deoxy-α-D-ribofuranosyl)-α-D-glucofuranoside

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Technology Process of 1,2:5,6-di-O-isopropylidene-3-O-(3,5-di-O-benzoyl-2-deoxy-α-D-ribofuranosyl)-α-D-glucofuranoside

There total 3 articles about 1,2:5,6-di-O-isopropylidene-3-O-(3,5-di-O-benzoyl-2-deoxy-α-D-ribofuranosyl)-α-D-glucofuranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

: 145417-01-2
2-pyridyl 3,5-di-O-benzoyl-2-deoxy-1-thio-α,β-D-ribofuranoside

: 582-52-5
1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

: 55734-51-5
1,4-anhydro-2-deoxy-3,5-di-O-benzoyl-D-erythro-pent-1-enitol

: 140186-58-9
1,2:5,6-di-O-isopropylidene-3-O-(3,5-di-O-benzoyl-2-deoxy-α-D-ribofuranosyl)-α-D-glucofuranoside

Guidance literature:: With methyl iodide; In dichloromethane; Yields of byproduct given;
DOI:10.1016/S0040-4020(01)89016-5

Reference yield:

: 95041-53-5,95049-04-0,112137-63-0
3,5-Di-O-benzoyl-2-desoxy-D-ribose

: 140186-58-9
1,2:5,6-di-O-isopropylidene-3-O-(3,5-di-O-benzoyl-2-deoxy-α-D-ribofuranosyl)-α-D-glucofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / n-Bu₃P / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 78 percent / MeI / CH₂Cl₂

With tributylphosphine; methyl iodide; In dichloromethane;
DOI:10.1016/S0040-4020(01)89016-5

Reference yield:

: 51785-70-7
methyl 3,5-dibenzoyloxy-2-deoxy-β-D-erythropentofuranoside

: 140186-58-9
1,2:5,6-di-O-isopropylidene-3-O-(3,5-di-O-benzoyl-2-deoxy-α-D-ribofuranosyl)-α-D-glucofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: conc. HCl / aq. acetic acid / 1 h / 80 °C

2: 87 percent / n-Bu₃P / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 78 percent / MeI / CH₂Cl₂

With hydrogenchloride; tributylphosphine; methyl iodide; In dichloromethane; acetic acid;
DOI:10.1016/S0040-4020(01)89016-5